Search Deals onDowntown Gloucester Vacation Packages
Downtown Gloucester Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett
Save 100% on your flight
Price was $942, price is now $620 per person
$620
per person
Jul 23 - Jul 28
found 11 hours ago
Roundtrip flight included
Washington (WAS) to Boston (BOS)
Book a stay at this business-friendly hotel in Everett. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,498, price is now $961 per person
$961
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,604, price is now $1,035 per person
$1,035
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Atlas Hotel
Allston
Save 100% on your flight
Price was $1,057, price is now $693 per person
$693
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Harvard Square and Fenway Park are located nearby.
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $2,168, price is now $1,423 per person
$1,423
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,845, price is now $1,213 per person
$1,213
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
Hotel Ivy Boston Common
Bay Village
Save 100% on your flight
Price was $1,214, price is now $812 per person
$812
per person
Jul 2 - Jul 6
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Encore Boston Harbor
Save 100% on your flight
Price was $1,319, price is now $888 per person
$888
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
3-4 Night Vacations in Downtown Gloucester
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Gloucester
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Gloucester
Beauport Hotel Gloucester
55 Commercial Street Gloucester MA
Book a stay at this beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property condition ...
The Highliner Hotel
108 Main St Gloucester MA
Stay at this hotel in Gloucester. Enjoy free WiFi, concierge services, and housekeeping. Popular attractions Sargent House Museum and Cape Ann Historical Museum ...
Harborview Inn
71 Western Avenue Gloucester MA
Stay at this B&B in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Wingaersheek ...
Save an average of 15% on thousands of hotels when you're signed in
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Holiday Inn Hotel & Suites Boston - Peabody by IHG
1 Newbury St Peabody MA
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions MarketStreet Lynnfield ...
The Northshore Hotel - Boston/Danvers
219 Newbury St. Danvers MA
Stay at this motel in Danvers. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Hotel Salem
209 Essex Street Salem MA
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular ...
SpringHill Suites by Marriott Boston Peabody
43 Newbury St./Route 1 North Peabody MA
Book a stay at this business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Aug 10 - Wed, Aug 19
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 4 hours ago
$237
Roundtrip
found 4 hours ago
Sat, Jun 6 - Sat, Jun 13
PDX
Portland Intl.
BOS
Logan Intl.
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Tue, Jun 23 - Fri, Jul 24
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,045 Roundtrip, found 11 hours ago
$1,045
Roundtrip
found 11 hours ago
Tue, Sep 15 - Wed, Sep 23
PVG
Pudong Intl.
BOS
Logan Intl.
$1,098 Roundtrip, found 11 hours ago
$1,098
Roundtrip
found 11 hours ago
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